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In August 2014, it was announced that Helms will star in Alejandro González Iñárritu's new Starz television drama series The One Percent, with Hilary Swank and Ed Harris, Helms starred in the 2011 film Cedar Rapids and co-starred in the blockbuster The Hangover film trilogy as Stuart Price.
He had minor roles, including Night at the Museum: Battle of the Smithsonian, Blackballed: The Bobby Dukes Story, Meet Dave, Harold & Kumar Escape from Guantanamo Bay, I'll Believe You, Evan Almighty, Semi-Pro and, with Office co-star Jenna Fischer, Walk Hard: The Dewey Cox Story.
Helms left the show in 2006, but has occasionally returned for brief appearances.Helms is also in a bluegrass band called The Lonesome Trio with his friends Ian Riggs and Jacob Tilove.They formed the band when they were at Oberlin College, and still get together to play a few shows every year.Helms entered Oberlin College as a geology major, but ended up graduating in 1996 with his B. After graduating from Oberlin, Helms began his comedy and acting career as a writer and performer with New York City sketch comedy bands, and studied improvisation with the Upright Citizens Brigade troupe.Helms concurrently worked as a trainee film editor at Crew Cuts, a post-production facility in New York City.